Photo by Vincent Ramundo

Kaunakakai holiday lettings

We found 42 holiday rentals — enter your dates for availability

Discover a selection of 14 apartments, 62 flats and other holiday rentals in Kaunakakai that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
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Head to the lively city of Kaunakakai

Enjoy the live music and other features of Kaunakakai. This relaxing city is known for its island views, beaches and seaside. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Kaunakakai

Are you looking for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Kaunakakai a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Kapalua Golf Resort Bay Course (24.1 mi / 38.9 km)
  • Kapalua Resort (24.3 mi / 39.1 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (24.6 mi / 39.7 km)
  • Kaanapali Golf Courses (24.7 mi / 39.7 km)
  • Kapalua Golf Club Plantation Course (25.5 mi / 41 km)
  • Ironwood Hills Golf Club (4.3 mi / 6.9 km)

Exploring the natural features in Kaunakakai

Travellers enjoy Kaunakakai for its island views and beaches. Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Kaunakakai. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (24.3 mi / 39.2 km)
  • Molokai Harbor (0.4 mi / 0.7 km)
  • Moloka'i Beaches (1.8 mi / 2.8 km)
  • Kalaupapa National Historical Park (7.4 mi / 11.8 km)
  • Papohaku Beach (16.5 mi / 26.5 km)
  • Keka'a Beach (23.6 mi / 38.1 km)

Seasonal weather in Kaunakakai

If warm-weather activities are high on your list, September, August, October and July are the hottest months to visit, when temperatures average 26°C.

Transport to and around Kaunakakai

The nearest airport is in Hoolehua, HI (MKK-Molokai), located 6.2 mi (10 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Kalaupapa, HI (LUP), which is 8.6 mi (13.9 km) away.

Frequently asked questions

What is the best area to stay in Kaunakakai when booking a holiday rental?
When considering the best area to stay in Kaunakakai for a holiday rental, the town centre is often regarded as the prime location. This vibrant area offers a charming blend of local culture and convenience, with a variety of shops, eateries, and services within easy reach. One of the top attractions in Kaunakakai is the lovely Kaunakakai Wharf, where you can enjoy picturesque views and perhaps take a boat trip to explore nearby islands. Additionally, the Molokai Museum and Cultural Centre provides fascinating insights into the island's rich history and heritage.

In terms of holiday rentals, the town centre has a range of properties that cater to different preferences and budgets, making it accessible for various travellers. Staying here not only places you at the heart of local life but also allows for easy access to other attractions around the island, such as the stunning Papohaku Beach and the natural beauty of the Kalaupapa National Historical Park.
How much does it cost to rent a holiday home in Kaunakakai?
Prices for holiday rentals in Kaunakakai vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kaunakakai to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Kaunakakai holiday house rentals?
You can find great discounts on house rentals in Kaunakakai on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Kaunakakai?
For renting a beach house in Kaunakakai, the charming coastal area along Molokai's southern shore is an excellent choice. The beachfront properties near the Kaunakakai Harbor provide easy access to sandy beaches and stunning ocean views of the surrounding islands. Many of these homes feature amenities such as private lanais for outdoor dining, fully equipped kitchens for self-catering, and spacious living areas, making them great for families or groups seeking a relaxing beach getaway.

Nearby, the area around the Molokai Island's famous Kalaupapa National Historical Park offers a more secluded experience. Rentals in this region often boast beautiful garden settings and additional amenities like outdoor showers and barbecue facilities, ideal for enjoying the warm Hawaiian evenings after a day of exploration. The properties here also tend to be close to local attractions, including cultural sites and hiking trails, providing a great blend of relaxation and adventure.
What is the most popular type of holiday rental accomodation in Kaunakakai?
In Kaunakakai, condos are the most popular type of holiday rental, with approximately 256 available throughout the area. These condos are typically found in scenic locations, offering stunning ocean views and easy access to local beaches. Most units come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and often private balconies for enjoying the beautiful Hawaiian sunsets.

Apartments also feature prominently, with around 52 options available, providing a more compact alternative for travellers. These apartments usually include essential amenities like kitchen facilities and comfortable seating areas.

In addition, there are several cottages and holiday houses available, which cater to those seeking a more unique or home-like experience. These properties often boast multiple bedrooms, outdoor spaces, and a charming local character, making them ideal for families or groups looking to immerse themselves in the local culture.
Are there any family house rentals in Kaunakakai?
In Kaunakakai, Hawaii, there are some family-friendly house rentals available, with around 55 options to choose from. This charming area offers a laid-back atmosphere, making it an ideal spot for families looking to relax. Many of the properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces that may include patios or gardens where children can play.

Visitors can explore local attractions such as the nearby Molokai Island and its stunning beaches, great for sunbathing and water activities. The town also has access to various cultural sites and opportunities to experience traditional Hawaiian life.
Can I rent a holiday home with a pool or hot tub in Kaunakakai?
In Kaunakakai, Hawaii, there are plenty of holiday homes available for rent that feature pools or hot tubs, with around 74 options to choose from. This charming town on Molokai offers a relaxed atmosphere, ideal for those looking to unwind amidst stunning natural beauty. Many properties come equipped with private pools, hot tubs, and outdoor spaces superb for enjoying the warm Hawaiian weather.

Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor lounges, enhancing the comfort of their stay. Some rentals may also offer picturesque views of the ocean or lush landscapes, providing a delightful backdrop for a tropical getaway.
Can I find long-stay holiday rentals in Kaunakakai?
A long-stay holiday rental in Kaunakakai is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Kaunakakai?
In Kaunakakai, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with pets. Many of these properties come equipped with essential amenities such as full kitchens, spacious living areas, and outdoor spaces where pets can roam. The charming local neighbourhood offers a laid-back atmosphere, great for enjoying the beauty of Molokai.

Nearby, visitors can explore the stunning beaches and scenic hiking trails that allow for memorable outings with pets. The area is known for its natural beauty, with places like the Kalaupapa National Historical Park providing breathtaking views and opportunities for outdoor adventures.
Are there any remote work holiday rentals in Kaunakakai?
In Kaunakakai, Hawaii, there are numerous options for remote work holiday rentals, with around 300 available throughout the area. This charming town on the island of Molokai offers rentals that cater well to those needing a productive environment while enjoying a tropical getaway. Many properties are equipped with reliable Wi-Fi, both in-room and in public areas, ensuring that guests can stay connected for work purposes.

Travellers can expect amenities such as comfortable workspaces, fully equipped kitchens, and outdoor areas where they can unwind after a day of remote work. The serene surroundings of Kaunakakai, with its beautiful beaches and local shops, provide an inspiring backdrop for balancing work and leisure. Additionally, the nearby attractions, such as the stunning Kalaupapa National Historical Park and the scenic Halawa Valley, offer great opportunities for exploration during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kaunakakai holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Kaunakakai with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Kaunakakai?
In Kaunakakai, popular rental amenities include kitchens, allowing guests to prepare their own meals, and coffee and tea makers for a quick morning brew. Many properties also offer onsite parking, which is convenient for those exploring the island by car. Balconies are common, providing a lovely space to enjoy the fresh air and stunning views. Additionally, shared pools are available in some rentals, offering a refreshing spot to relax and socialise.
When is the best time to visit Kaunakakai for a holiday rental?
April is the most popular time to visit Kaunakakai, as it falls within the peak season from February to April. This period entices travellers seeking relaxation and adventure in the idyllic surroundings of Molokai. With warm temperatures averaging between 20 to 27 degrees Celsius, visitors can comfortably enjoy outdoor activities, such as hiking the lush trails or exploring the pristine beaches.

During this peak season, the vibrant setting is complemented by the natural beauty of the island, making it an ideal time for sightseeing and immersing oneself in the local culture. The stunning landscapes and rich heritage provide plenty of opportunities for memorable experiences, whether you're visiting the historical sites or enjoying the local cuisine.

For those looking to save on their holiday rental, consider planning your visit in October. This month is typically quieter, offering a more peaceful atmosphere while still allowing you to experience the breathtaking scenery and charm of Kaunakakai. You can enjoy leisurely strolls along the shoreline or explore the island's hidden gems without the bustle of the peak tourist crowds.

Ultimately, the best time to visit Kaunakakai depends on your preference for lively seasonal activities versus a tranquil escape.
How early should I book a Kaunakakai holiday rental?
Book your Kaunakakai holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Kaunakakai home rental booking on Vrbo?
To find Kaunakakai holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Kaunakakai holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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